WO2003064384A3 - Environment friendly reagents and process for trifluoromethylsulfinylation of organic compounds - Google Patents

Environment friendly reagents and process for trifluoromethylsulfinylation of organic compounds Download PDF

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Publication number
WO2003064384A3
WO2003064384A3 PCT/EP2003/001515 EP0301515W WO03064384A3 WO 2003064384 A3 WO2003064384 A3 WO 2003064384A3 EP 0301515 W EP0301515 W EP 0301515W WO 03064384 A3 WO03064384 A3 WO 03064384A3
Authority
WO
WIPO (PCT)
Prior art keywords
trifluoromethylsulfinylation
organic compounds
environment friendly
alkene
alkane
Prior art date
Application number
PCT/EP2003/001515
Other languages
French (fr)
Other versions
WO2003064384A2 (en
Inventor
Guy Bertrand
Vadim Romanenko
Bernard Raynier
Guy Derrieu
Original Assignee
Virbac Sa
Guy Bertrand
Vadim Romanenko
Bernard Raynier
Guy Derrieu
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Virbac Sa, Guy Bertrand, Vadim Romanenko, Bernard Raynier, Guy Derrieu filed Critical Virbac Sa
Priority to AU2003210277A priority Critical patent/AU2003210277A1/en
Publication of WO2003064384A2 publication Critical patent/WO2003064384A2/en
Publication of WO2003064384A3 publication Critical patent/WO2003064384A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • C07D207/48—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Indole Compounds (AREA)

Abstract

The invention relates to new trifluoromethylsulfinylimide reagents, corresponding to formula (I): wherein Y represents a group chosen from : a C1-C20, linear, branched or cyclic alkane di-yl, or alkene di-yl, or alkyne di-yl radical, wherein said alkane, alkene or alkyne chain can be substituted by one or more groups chosen from : a phenyl ring or a halogen atom, like for example F, Cl, Br, I, wherein said alkane, alkene or alkyne chain can comprise a sulfur bridge or an oxygen bridge ; a process for their preparation and their use as trifluoromethylsulfinylating agents.
PCT/EP2003/001515 2002-01-28 2003-01-28 Environment friendly reagents and process for trifluoromethylsulfinylation of organic compounds WO2003064384A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003210277A AU2003210277A1 (en) 2002-01-28 2003-01-28 Environment friendly reagents and process for trifluoromethylsulfinylation of organic compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP02290184.7 2002-01-28
EP02290184A EP1331222A1 (en) 2002-01-28 2002-01-28 Environment friendly reagents and process for halogenoalkylsulfinylation of organic compounds

Publications (2)

Publication Number Publication Date
WO2003064384A2 WO2003064384A2 (en) 2003-08-07
WO2003064384A3 true WO2003064384A3 (en) 2003-12-24

Family

ID=8185709

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/001515 WO2003064384A2 (en) 2002-01-28 2003-01-28 Environment friendly reagents and process for trifluoromethylsulfinylation of organic compounds

Country Status (3)

Country Link
EP (1) EP1331222A1 (en)
AU (1) AU2003210277A1 (en)
WO (1) WO2003064384A2 (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1968578A4 (en) 2005-12-14 2011-02-23 Makhteshim Chem Works Ltd POLYMORPHS AND AMORPHOUS FORMS OF 5-AMINO-l-[2,6- DICHLORO-4-(TRIFLUOROMETHYL)PHENYL]-4- [(TRIFLUOROMETHYL)SULFINYL]-IH-PYRAZOLE-3-CARBONITRILE
EP2083627A1 (en) 2006-11-10 2009-08-05 Basf Se Crystalline modification of fipronil
CA2667559A1 (en) * 2006-11-10 2008-05-15 Basf Se Process for the sulfinylation of a pyrazole derivative
UA110598C2 (en) 2006-11-10 2016-01-25 Басф Се Method of receiving crystalline modification of fipronil
JP5877624B2 (en) 2006-11-10 2016-03-08 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ Crystal modification of fipronil
EA018047B1 (en) * 2006-11-10 2013-05-30 Басф Се Process for the sulfinylation of a pyrazole derivative
JP5450079B2 (en) * 2006-11-10 2014-03-26 ビーエーエスエフ ソシエタス・ヨーロピア Method for sulfinylation of pyrazole derivatives
WO2008055883A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
MX2011003455A (en) 2008-10-02 2011-05-23 Merial Ltd Method for producing and purifying trifluoromethanesulfinic acid.
CN103313604B (en) 2011-01-14 2016-03-02 K·H·伽达 Polycrystal in [5-amino-1-(2,6-bis-chloro-4-fluoroform phenyl)-3-nitrile-4-trifluoromethyl sulfinyl pyrazole]
CN104557713B (en) * 2013-10-22 2018-08-21 江苏托球农化股份有限公司 High-purity ethiprole preparation method
CN104926729B (en) * 2014-03-18 2018-01-19 上海泰禾国际贸易有限公司 A kind of method for synthesizing ethiprole
CN114957086B (en) * 2022-06-30 2023-06-02 杭州师范大学 Synthesis method and application of N-trifluoromethyl sulfonyl phthalimide

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0668269A1 (en) * 1994-02-22 1995-08-23 Rhone-Poulenc Agrochimie Process for the sulfinylation of heterocyclic compounds

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0668269A1 (en) * 1994-02-22 1995-08-23 Rhone-Poulenc Agrochimie Process for the sulfinylation of heterocyclic compounds

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BILLARD T ET AL: "A New Equivalent of the CF3S(O)Cation. Synthesis of Trifluoromethanesulfinates and Trifluoromethanesulfinamides", TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 55, no. 23, 4 June 1999 (1999-06-04), pages 7243 - 7250, XP004167095, ISSN: 0040-4020 *
CARMONA O ET AL: "SYNTHESIS AND REARRANGEMENT OF 2-(ARYLSULFINYL)-AND 2-(ALKYLSULFINYL)PYRROLES", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 45, no. 26, 19 December 1980 (1980-12-19), pages 5336 - 5339, XP000562839, ISSN: 0022-3263 *
HARPP D N ET AL: "THE PREPARATION OF N-(ALKYL AND ARYLSULFINYL)-PHTHALIMIDES. A NEW CLASS OF SULFINYL-TRANSFER REAGENTS", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, no. 52, 1 December 1972 (1972-12-01), pages 5313 - 5316, XP000644578, ISSN: 0040-4039 *

Also Published As

Publication number Publication date
EP1331222A1 (en) 2003-07-30
WO2003064384A2 (en) 2003-08-07
AU2003210277A1 (en) 2003-09-02

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